Oregon vacation rentals

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Top-rated vacation rentals in Oregon

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Guest favorite
Tiny home in Sandy
The Woodlands Hideout
The Woodlands Hideout is a small intentional retreat space, recently featured in Dwell. Designed and created with so much love, and with the hope that guests could immerse in the beauty of the natural world, but still offer some cozy and more essential comforts. You will love the large windows, the wood stove, and the calming aesthetic. Although the footprint of the space is small, we designed the experience to be outward focussed, so feels very expansive with the towering pine trees in view.
May 18 – 25
$160 per night
4.98 out of 5 average rating, 198 reviews
Guest favorite
Home in Nehalem
Incredible Manzanita Home with Sauna and Hot Tub!
Finnish outdoor sauna & hot tub. Just 50 yards from the sand, a 15-minute walk to Manzanita, Neahkahnie Beach House has a unique orientation to the ocean to the west and Neahkahnie Mountain to the north offers easy access to beach activities and clear views of rolling ocean waves, cliffs, and waterfalls from the living room and bedrooms. The Sept 2022 Architectural Digest includes Manzanita in “The 55 Most Beautiful Small Towns in America” ranking of the nation’s most visually stunning locales!!
Aug 24 – 31
$657 per night
5.0 out of 5 average rating, 101 reviews
Guest favorite
Guest suite in Reedsport
The Elk View Suite- 5 min to town, 15 min to Beach
The views of the Umpqua River and Elk Reserve are breathtaking from this spacious, cozy studio! The location is a perfect launching pad for adventures, but is also a relaxing place to stay & unwind. We provide quality amenities, a high level of cleanliness and personal touches to ensure a fabulous experience. Enjoy a cup of coffee or glass of wine on custom made furniture stationed right outside your door! Located 15 minutes from local beaches & only 30 min from either Coos Bay or Florence.
Feb 23 – 28
$105 per night
4.99 out of 5 average rating, 680 reviews

Popular amenities for Oregon vacation rentals

Oregon beach vacation rentals

Guest favorite
Guesthouse in Port Orford
Most Spectacular Ocean Views - Studio
Oct 21 – 28
$305 per night
4.93 out of 5 average rating, 221 reviews
Superhost
Cabin in Arch Cape
Beija Flor Cabin - Peace and Ocean
$175 per night
4.93 out of 5 average rating, 329 reviews
Superhost
Cabin in Oceanside
Oceanside A-Frame (Unit A)
Dec 1 – 8
$237 per night
4.89 out of 5 average rating, 840 reviews
Guest favorite
Apartment in Lincoln City
Seaspray Oceanfront Lodging Lincoln City Oregon
Nov 16 – 23
$143 per night
4.93 out of 5 average rating, 631 reviews
Guest favorite
Home in Arch Cape
Stunning Ocean Views in Cove Beach!
Dec 1 – 8
$503 per night
5.0 out of 5 average rating, 105 reviews
Guest favorite
Home in Newport
The Newport Home
Jun 16 – 23
$238 per night
5.0 out of 5 average rating, 113 reviews
Guest favorite
Home in Tillamook
Ocean Perch
Dec 9 – 16
$272 per night
4.99 out of 5 average rating, 154 reviews
Guest favorite
Home in Arch Cape
Ocean View Forest Pet Friendly Retreat
Apr 23 – 30
$350 per night
4.98 out of 5 average rating, 145 reviews
Guest favorite
Home in Yachats
OCEANA: Secluded Ocean Front Home
Dec 8 – 15
$500 per night
4.93 out of 5 average rating, 204 reviews
Guest favorite
Cottage in Tillamook
The Edgewater Cottage #6
Oct 30 – Nov 6
$95 per night
4.97 out of 5 average rating, 316 reviews
Superhost
Home in Cloverdale
Modern Oceanfront Luxury with Floor-to-Ceiling Views
Nov 21 – 28
$728 per night
4.95 out of 5 average rating, 135 reviews
Guest favorite
Cottage in Tillamook
Heart of The Hill (Unit A) Oceanside oregon
Feb 19 – 26
$171 per night
4.97 out of 5 average rating, 273 reviews

Oregon fishing vacation rentals

Guest favorite
Home in Tillamook
Great Fishing House on Wilson River
Jun 25 – Jul 2
$225 per night
4.94 out of 5 average rating, 189 reviews
Guest favorite
Guest suite in Bend
Portal to the Cascades
Apr 27 – May 4
$94 per night
4.98 out of 5 average rating, 216 reviews
Guest favorite
Home in Chiloquin
Modern Cabin Near Crater Lake
Nov 3 – 10
$335 per night
4.98 out of 5 average rating, 125 reviews
Guest favorite
Home in Florence
Lakeside Landing
May 10 – 17
$156 per night
4.92 out of 5 average rating, 158 reviews
Guest favorite
Cabin in Oakridge
Best Location in Oakridge: Lake and Mountain Views
Sep 15 – 22
$365 per night
4.98 out of 5 average rating, 175 reviews
Guest favorite
Cabin in Cloverdale
Lakeside Lodge
May 22 – 29
$349 per night
4.92 out of 5 average rating, 259 reviews
Guest favorite
Cabin in Ashland
Beautiful Barndominium by Howard Prairie Lake
Jul 26 – Aug 2
$158 per night
4.96 out of 5 average rating, 155 reviews
Guest favorite
Apartment in Dayton
Dale Farm Apartment on Hazelnut Orchard & Pond
Feb 15 – 22
$223 per night
5.0 out of 5 average rating, 216 reviews
Superhost
Cabin in Prineville
Incredible Cabin Incredible Views
Sep 19 – 26
$238 per night
4.96 out of 5 average rating, 191 reviews
Guest favorite
Home in Rockaway Beach
EASY BEACH HOUSE!Tesla Charger,Central Heat/AC/WD
May 9 – 16
$126 per night
4.97 out of 5 average rating, 300 reviews
Guest favorite
Guest suite in Milwaukie
River Forest Lake Apt w/hot tub. HOT find!
Feb 18 – 25
$119 per night
4.96 out of 5 average rating, 370 reviews
Guest favorite
Cottage in Newberg
Oxberg Lake Retreat, lake & farm view in wine ctry
Jul 28 – Aug 4
$115 per night
4.96 out of 5 average rating, 114 reviews

Vacation rentals with jacuzzis in Oregon

Guest favorite
Guesthouse in Beavercreek
Muse Cabin in old growth forest w/cedar hot tub
Oct 14 – 21
$102 per night
5.0 out of 5 average rating, 130 reviews
Guest favorite
Home in Terrebonne
Cozy Three Story Lookout Tower
Sep 1 – 6
$299 per night
4.98 out of 5 average rating, 798 reviews
Guest favorite
Tiny home in Shady Cove
Modern Tiny House w/ Hot Tub
Aug 31 – Sep 7
$119 per night
4.95 out of 5 average rating, 191 reviews
Guest favorite
Tiny home in Grants Pass
Tiny Cabin in the Woods w/ Hot Tub and Firepit
Apr 28 – May 5
$109 per night
4.96 out of 5 average rating, 191 reviews
Guest favorite
Cabin in Rhododendron
East River Rest : Riverfront cabin on Mt. Hood
May 27 – Jun 3
$252 per night
4.93 out of 5 average rating, 340 reviews
Guest favorite
Cabin in Rhododendron
Komorebi House-Modern Luxury in the Woods
Dec 28 – Jan 4
$186 per night
4.99 out of 5 average rating, 279 reviews
Guest favorite
Cabin in Silverton
Romantic Cabin with Private Hot Tub
May 1 – 8
$164 per night
4.98 out of 5 average rating, 642 reviews
Guest favorite
Tent in Banks
Blissful Glamping - Private Forested 5 Acre Oasis
Oct 16 – 23
$81 per night
4.99 out of 5 average rating, 494 reviews
Guest favorite
Guesthouse in Salem
Charming 1 bedroom loft/barn apt with hot tub
Dec 14 – 21
$103 per night
4.97 out of 5 average rating, 357 reviews
Guest favorite
Guest suite in Powell Butte
Panoramic Mountain View Oasis
May 11 – 18
$143 per night
4.96 out of 5 average rating, 139 reviews
Guest favorite
Cottage in Cloverdale
Modern Beach Cottage in Tierra Del Mar
Sep 14 – 21
$236 per night
4.98 out of 5 average rating, 130 reviews
Guest favorite
Home in Rockaway Beach
The Gullymonster Oceanfront Beach Cabin
Sep 5 – 12
$376 per night
4.99 out of 5 average rating, 154 reviews

Your guide to Oregon

Welcome to Oregon

When you think of Oregon, you might immediately picture waterfalls in mossy forests, cyclists zipping around compact neighborhoods, and a culinary scene where nearly everything is labeled local and artisan. Really, that’s not far off the mark. The largest cities — the main metropolis of Portland, the smaller state capital Salem, and college town Eugene in the Willamette Valley — are only minutes away from farm country and protected wilderness areas; half the state, in fact, is covered in forest. Once you drive across the Cascade Range, scenic highways wind through the high deserts of central and eastern Oregon, where you’ll encounter ghost towns and geological wonders such as the Painted Hills and Smith Rock. Head south to spot bald eagles soaring overhead in the Klamath Basin and vintners welcoming you to lesser-known wineries around old gold-rush cities. Everywhere in between, it seems you’ll find a wild and scenic river to paddle and a picturesque trail to hike.


The best time to stay in a vacation rental in Oregon

Yes, Oregonians experience their fair share of rain — especially in the western half of the state. In places such as Portland, the Oregon Coast, and Willamette Valley, you can expect wet and temperate conditions from late fall through early spring, when drizzly mornings often give way to sunbreaks in the afternoons. Winter and early spring are also snow season in the popular ski areas around Mount Hood and Mount Bachelor, and cozy times for staying in one of the state’s many cabin rentals. All of that rain makes spring a particularly colorful time, when sprawling tulip fields blossom in dazzling shades and roses unfurl during century-old festivals. Summer is balmy, but usually not too humid, making it prime time for outdoor concerts and adventures in the rugged outdoors. Early fall is the sweet spot, when the weather remains crisp and the traffic becomes light on the state’s winding Scenic Byways and Scenic Bikeways.


Top things to do in Oregon

Crater Lake National Park

Take a collapsed volcano, fill it with remarkably blue water, and you have the deepest lake in North America — and the seventh-deepest lake in the world. It’s among the most iconic sights on the West Coast and certainly worthy of a road trip to southern Oregon. Depending on the season, you can drive or ski the scenic highway loop around the rim for magical views of Wizard Island, an ancient cinder cone that rises like an iceberg above the lake’s surface.

Columbia River Gorge National Scenic Area

A short ride east of Portland brings you into a dramatic canyon of basalt cliffs, where the Columbia River rushes past Multnomah Falls, the state’s tallest waterfall, along cool waterfront towns such as Hood River, and offers scenic overlooks galore. This is the United States’ largest national scenic area, famous for its waterfalls, hiking trails, and windsurfing.

WIllamette Valley wineries

More than 500 wineries dot the Willamette Valley, where tasting rooms feel more like low-key hangouts and families still operate many of the small-lot vineyards. The volcanic soils and temperate climate have made the valley the ideal environment for growing pinot noir, pinot gris, and chardonnay. Despite the young age of Oregon’s wine industry, the state’s vintages increasingly receive international acclaim.

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